Jeffrey Greenberg on Technology Strategy

I’m reflecting on the scale and speed of changes in my work of late. During this period, I’ve been managing a team of 200 people and a very large IT budget, with all the issues of a large organization, enterprise scale technology, and the pressure of a market leading position. There’s the politics, the multiple agendas, and battle against crustification inherent in such an organization. And there’s the pleasure of a large, well-funded team accomplishing many many things at once. And that’s been fantastically fun.

More recently, I’ve been working with really small teams, including my own startup, where I’m am doing what has to be done just as before. But now it’s the writing of code, working with loosely connected remotely distributed developers with the blistering urgency and minimal resources of a startup. And I’m enjoying that immensely too. And each of these experiences are informing the other. Each are different sorts of challenges related to scale, none better than the other.